Anthranilic Acid → HCID 69510389, compound

Participants

Reaction Steps

A mixture of 7-fluoro-1H-indole-3-carbaldehyde (200 mg, 1.23 mmol), 2-amino-benzoic acid (168 mg, 1.23 mmol) and p-toluenesulfonic acid (20 mg, 10% W/W) was heated a reflux in toluene (5 mL) for 4 h. The mixture was cooled to RT and diluted with CH2Cl2. NaBH4 (51.4 mg) was added followed by MeOH (2 mL). The mixture was stirred for 1 h. The reaction mixture was diluted with EtOAc (10 mL) and extracted with water (2×10 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo affording the titled compound as a light yellow solid. ESI MS: (M−1)=283. Calc'd for C16H13FN2O2-284.29.

Provenance & Evidence